I wore Grados with comfy pads for awhile, so let me explain the "discomfort" thing, because it's not exactly what you'd think from what you read on here.
Any Grado/Alessandro with the stock "comfies" (flat pads) are "on-ear" (supra-aural). They are not "over-ear" (circumaural). You wear glasses, and I typically do, too, late at night when I'm wearing my phones the most.
The problem (for me) isn't necessarily the Grados themselves, but the nature of all on-ear headphones combined with glasses. All on-ear headphones are "uncomfortable" for me, because they press your ears against your head and the arms of your glasses get mashed into the crevice of your ear, which definitely causes discomfort over time.
That was the *only* discomfort I experienced with Grados, and that isn't exactly fair to Grado because all ear-phones of that design, not just Grado, are uncomfortable in that regard (if you wear glasses). When I wore contacts instead of my glasses, my comfort level improved by a ton, and the amount of time I would be able to wear them increased many hours without any noticeable discomfort. Ya, after 4-5 hours, they might start to hurt the ears a bit. Still... that's 4-5 hours. Probly need to get up and stretch/move about by that time anyway, lol.
To resolve this problem, I purchased the Alessandro MS1 instead of the SR80s (comparable in price), so that I could do the MS1000 "mod" (for an additional $85 US), which completely eliminates any discomfort whatsoever. They are the most comfortable headphones I've owned, and they still have that "Grado sound" (they sound even better, tbo). I can wear the MS1000s indefinitely... I wear them on average of about 10-12 hours a day, and my ears *never* hurt, there is no discomfort whatsoever.
The MS1000 mod replaces the flat "comfy" pads which are on-ear with the GS1000 pads which are over-ear. Makes a huge difference.
So if you have an extra bit of cash, you might spring for that project instead (fun project, too).